Tacalcitol

Product Name: Tacalcitol (CAS NO.57333-96-7)

Molecular Formula: C₂₇H₄₄O₃
Molar mass: 416.6365 g/mol
Density: 1.06 g/cm³
Flash Point: 238.4 °C
Index of Refraction: 1.545
Boiling Point: 565 °C at 760 mmHg
Vapour Pressure: 4.05E-15 mmHg at 25°C
Appearance: White solid    
Index of Refraction: 1.545 
Molar Refractivity: 124.3 cm³ 
Molar Volume: 392.7 cm³  
XLogP3-AA: 5.3
H-Bond Donor: 3
H-Bond Acceptor: 3
Structure Descriptors of Tacalcitol (CAS NO.57333-96-7):
  IUPAC Name: (1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R,5S)-5-Hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
  Canonical SMILES: CC(C)C(CCC(C)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O)O)C)O
  Isomeric SMILES: C[C@H](CC[C@@H](C(C)C)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](C
[C@@H](C3=C)O)O)C
  InChI: InChI=1S/C27H44O3/c1-17(2)25(29)13-8-18(3)23-11-12-24-20(7-6-14-27(23,24)5)9-10-21-15-22(28)16-26(30)19(21)4/h9-10,17-18,22-26,28-30H,4,6-8,11-16H2,1-3,5H3/b20-9+,21-10-/t18-,22-,23-,24+,25+,26+,27-/m1/s1 
  InChIKey: BJYLYJCXYAMOFT-SEZLTJOTSA-N
Product categories: Vitamin D3 analogs    

 Tacalcitol (CAS NO.57333-96-7) is a durg for preventing anti-psoriasis and keratosis. It can be used for psoriasis, ichthyosis, palmoplantar keratoderma pus blisters disease and keratosis.

Take 889.5mg compound (Ⅰ) to be dissolved in 30ml of dimethyl sulfoxide. After adding Potassium tert-butyl alcohol (obtained from 0.5g of potassium), having the reaction of 30min in argon at 20°C. Pour into ice water, and then extracted with Ether . With the extract by washing, drying, and being concentrated, we will get residual material and then take it dissolved in ether. At -10°C or below, dripping it into Calcium borohydride and Calcium chloride in methanol solution, and then, at -10 °C, stirred 1h. Take Acetic acid aqueous solution to destroy excess Calcium borohydride , after being concentrated, using Dichloromethane for extraction. With the extract by washing, drying, and being concentrated, we will get the residual material, and then dissolve it in Dichloromethane ,and after adding compound (Ⅱ), stirring at room temperature for 1h. Steamed out of solvent, with residual material by silica gel chromatography, and with 1% Chloroform solution of Methanol for elution, 400.35mg compounds (Ⅲ) can be pbtained. Take the 400.35mg compound (Ⅲ) to be dissolved in Chloroform , and stirring 40h at 25°C. By washing, drying, and being concentrated to get 170.6mg compound (Ⅳ). Take the 83.0mg compound (Ⅳ) to be dissolved in dry tetrahydrofuran to get 21.3mg compound (V). At last, dissolve the 21.3mg compound (V) in ether, and then take it under 400W high pressure mercury lamp for irradiation, and, in the irradiation, pass into the argon gas for stirring. After being concentrated, the residue are characterized by SephadexLH-20 chromatography. And then having Chloroform - Hexane (65:35 volume ratio) for eluting to get the product: Tacalcitol (CAS NO.57333-96-7) 3.64mg.

A poison by ingestion, subcutaneous, and intravenous routes. When heated to decomposition it emits acrid smoke and irritating vapors.

 Tacalcitol , its cas register number is 57333-96-7. It also can be called Curatoderm ; (1S,3R,5Z,7E,24R)-9,10-Secocholesta-5,7,10-trien-1,3,24-triol ; 1a,24(R)-Dihydroxycholecalciferol ; 1alpha,24(R)-Dihydroxyvitamin D3 and Tacalcitol .